
Holiday rentals in Dayton
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Top-rated holiday rentals in Dayton
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Kick Cancers Ass With A Stay
Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

South Park Guest House
Historic South Park guesthouse. Built as the center of 3 sisters, this 1920 shotgun cottage and its neighbor to the right were bought by me, a neighborhood activist, who stripped them both down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings with skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows, new doors, and Berber carpet. Owned by a Certified Service Disabled Vet.

Modern Historic House in the heart of South Park
Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

The Carriage House in the Heart of Uptown
The Carriage House. Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, the Carriage House blends timeless character, with modern style & comfort, making it one of Centerville’s true hidden gems. Just steps from Uptown local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Oak Street Place in Historic South Park District
This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

Luxury & Wellness
Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

The Cozy Cabin at The Armstrong Homestead
Originally built in 1940, caretaker's cabin is a quaint one bedroom suite complete with a full bath, microwave, mini fridge and coffee. Off road parking and a secluded entry makes the cabin perfect for a romantic or working getaway. Located next to the Osborn Historic District in the heart of Fairborn, the Armstrong Homestead is an easy stroll to the downtown shops and restaurants. Xenia Dr provides direct access to the main highways, making most of Dayton reachable in 30 min or less.

Quaint 2-bed room cottage in historic district
Lovely cottage in St. Anne's Hill historic district, includes street parking. Beautiful restorations include original wood flooring and trim, remodeled bathrooms with radiant heat. Updated kitchen, spacious living room and dining room. New addition of second bedroom, laundry space, sunroom and backyard deck completed. Explore the charm of the local area is easy with a short walk to the local pub, Cafe, and restaurants , Oregon district, shops and eatery’s within two blocks.

Hot Tub Massage Chair Golden Tee Pinball Stylish!
Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 8 guests, with two king-size beds a Queen Bed and a pull out sleeper sofa with memory foam mattress. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the sauna and massage chair. Enjoy endless fun in the fully equipped game room with brand-new pinball machines, a pool table, slot machines, Golden Tee, and a Multicade arcade system with over 5,000 games — all free to play!

NEW Oregon District Cozy Downtown Towhome
This guest townhouse is in the heart of the Oregon District, right next to all of Dayton’s best food & nightlife/events! The space is quaint and perfect for groups of 1-4, in a historic neighborhood, and incredible for quaint getaway. Please be aware that the other side of the home is also rented for guests, so while the spaces are completely separate, you may hear noise from other bookings. Please reach out if there are any issues. Come stay with us!

Heartland - Ground Level, 1st Floor
Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

BRIGHT~AIRY Loft - near Downtown/UD/UVM
Bright, open upstairs apartment in circa 1860 federal style building with high ceilings and lots of natural light. Located a 3 minute walk from Miami Valley Hospital in Historic South Park. Close to the University of Dayton, shops on Brown Street, Interstate 75, the Oregon District and Downtown Dayton. South Park is one of the most popular neighborhoods in Dayton. Walk or bike anywhere.
Popular amenities for Dayton holiday rentals
Other great holiday rentals in Dayton

*brand new listing*Aimi Luxury Retreat+ Soft& Cozy

Ruby Red Haven Cottage Downtown

Charming 3 Bedroom Home : Near WSU/UD/WPAFB

Highly-Ranked Luxury Airbnb, 3-Beds, 1.5 Baths

Relax close to Carillon Park

Dayton Gem

Oregon Stay

Woodsy cottage on the Compound
When is the best time to visit Dayton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $119 SGD | $116 SGD | $119 SGD | $126 SGD | $127 SGD | $125 SGD | $125 SGD | $125 SGD | $123 SGD | $125 SGD | $121 SGD | $121 SGD |
| Avg. temp | -1°C | 0°C | 6°C | 12°C | 18°C | 23°C | 24°C | 24°C | 20°C | 13°C | 7°C | 1°C |
Frequently Asked Questions
What are the best places to stay in Dayton?
The Oregon District is known for its historic character and dining options, while downtown provides easy access to museums and cultural sites. Neighborhoods near local parks may appeal to those seeking quieter surroundings.
What are the best things to do in Dayton with kids?
Families often explore hands-on exhibits at the Boonshoft Museum of Discovery, visit the National Museum of the United States Air Force, or play in local parks and gardens. Many public gardens have family-friendly activities throughout the year.
What are some of the best things to do in Dayton?
Explore the National Museum of the United States Air Force, stroll through Carillon Historical Park, or experience art at the Dayton Art Institute. Locally owned shops and food venues around the Oregon District add to the experience.
How is the weather in Dayton?
Dayton experiences cold winters with temperatures near 22–37°F (-6–3°C), and summers that range from 66–86°F (19–30°C). Spring and autumn can be mild but often include rain, so layered clothing and a rain jacket are useful.
When is the best time to visit Dayton?
Late spring through early autumn is often recommended for comfortable temperatures and frequent outdoor events. Winter serves up indoor attractions and museum visits when it is colder and wetter.
What are the best places to visit in Dayton?
Dayton has popular sites like the National Museum of the United States Air Force, the Dayton Art Institute, and Carillon Historical Park. Outdoor spaces along rivers and scenic parks also attract visitors.
What are some hiking trails in Dayton?
Many parks in Dayton, such as the Five Rivers MetroParks system, have hiking trails ranging from paved nature paths to wooded routes. The trails often pass rivers, wetlands, or restored prairies.
What are some family activities we can do in Dayton?
Dayton has hands-on exhibits and a Discovery Zoo at the Boonshoft Museum of Discovery, as well as playful spaces at local parks. Many museums around the city host interactive seasonal workshops in art and science, making it easy for families to learn and explore together.
What are some of the best day trip ideas from Dayton?
Dayton’s location allows for day trips to state parks, nearby art museums, and vibrant local markets in surrounding communities. Rural winery tours and tours focused on aviation history are also often recommended.
Are there any pet friendly accommodations available in Dayton?
Dayton has a variety of pet-friendly accommodations, especially around its downtown and Oregon District areas. Many hosts clearly note pet guidelines in listings, making it accessible for travelers with animals.
What are some local tips for visiting Dayton?
Many visitors explore Dayton’s aviation history and check out local coffee shops in the Oregon District. Packing layers is often recommended, as weather shifts are common throughout the year.
What is Dayton known for?
Dayton is recognized for its influential role in aviation history, notably as the home of the Wright brothers and roots in aerospace innovation. The city is also known for its vibrant arts community and locally rooted eateries.
What are the best hidden gems to explore in Dayton?
Wegerzyn Gardens MetroPark, local public art installations around downtown, and guided tours of historic neighborhoods such as South Park are frequently suggested hidden gems. Smaller galleries and performance spaces highlight local talent.
What are the best foods to try in Dayton?
Dayton is known for locally rooted comfort foods, including inventive pizza shops, hearty deli sandwiches, and classic Midwest-style barbecue. Bakeries and ice cream parlors with regional specialties are frequently suggested for a sweet treat.
What should I bring for a trip to Dayton?
Pack layers due to variable weather, including rain protection and comfortable shoes for walking. A reusable water bottle and a camera are helpful for exploring parks, museums, and historic neighborhoods.
What is the nightlife in Dayton like?
Nightlife in Dayton includes live music venues, relaxed pubs, and performance spaces, especially in the Oregon District and downtown. Many spots serve late-night food alongside local brews and creative cocktails.
What are the most popular events or festivals in Dayton?
The Dayton Air Show, held in summer, draws aviation fans, while the Dayton Celtic Festival and local arts and music festivals bring the community together. Many events center on food, music, and regional culture throughout the year.
Are there family friendly vacation rentals in Dayton?
Many vacation rentals in Dayton are family-friendly, with larger homes and amenities designed for group stays. The Oregon District, South Park, and neighborhoods close to parks are frequently suggested for family groups.
Quick stats about holiday rentals in Dayton

Total holiday rentals
Explore 770 holiday rentals in Dayton

Nightly prices starting at
Dayton holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 38,030 verified reviews to help you choose

Family-friendly holiday rentals
440 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 260 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wifi availability
750 of Dayton holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Dayton rentals

4.8 Average rating
Dayton stays are highly rated by guests – averaging 4.8 out of 5!
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